I think movies reviews should be based on mood rather than plot. I don't want to know what is going to happen- that's why I go see the movie! What I want to know is: "Is this the movie I am in the mood to see right now?"
If you are feeling like a loser, I reccomend: Sideways. People taste wine in this movie, which sounds about as exciting as playing golf to me. That, and lukewarm reviews from friends is why I never watched it. But, I was feeling sick, asked for a comedy, and took what the library guy gave me. It was good. I cried at one point when the main character described wine. You'll see. I only laughed once, but it was a good laugh. Mostly, I cried.
For other Movies To Watch When You Feel Like A Loser, you only need to watch the movie ads at the begining of Sideways! They include:
Garden State: For when you are feeling like a young loser.
Napolean Dynamite: For when you want to feel jovial about being a loser and look back on your younger days of being a loser and decide that being a loser might actually have been cool.
(The ultimate feel good loser movie, of course, is Little Miss Sunshine.)
However, if you are not feeling jovial about being a loser and are feeling like an old, rather than young loser, I still reccomend Sideways. It's middle aged loser with a hint of redwood, maybe some asparagus, with a slight taste of sunshine, a note of desperation, ...